2-((3-fluorophenoxy)methyl)-6-(4-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one

Base Information

Chemical Name:2-((3-fluorophenoxy)methyl)-6-(4-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one
CAS No.:1384262-40-1
Molecular Formula:C₂₁H₁₆F₂N₂O₂
Molecular Weight:366.367
Hs Code.:

Synonyms:2-((3-fluorophenoxy)methyl)-6-(4-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one

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Chemical Property of 2-((3-fluorophenoxy)methyl)-6-(4-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one

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Technology Process of 2-((3-fluorophenoxy)methyl)-6-(4-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one

There total 13 articles about 2-((3-fluorophenoxy)methyl)-6-(4-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 34.0%

: 1384262-80-9
2-((3-fluorophenoxy)methyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one

: 460-00-4
1-Bromo-4-fluorobenzene

: 1384262-40-1
2-((3-fluorophenoxy)methyl)-6-(4-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one

Guidance literature:: With copper(l) iodide; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 150 ℃; for 2h; Microwave synthesizer;

Reference yield:

: 2-chloro-6-methoxypyridine-3-carboxylic acid chloride

: 1384262-40-1
2-((3-fluorophenoxy)methyl)-6-(4-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: 1 h / 20 °C / Industry scale

2.1: 2,6-di-tert-butyl-4-methyl-phenol; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

3.1: ammonia / methanol / 24 h / 100 °C / Sealed vessel

4.1: hydrogen bromide; acetic acid / 16 h / 60 °C

5.1: trichlorophosphate / 8 h / 100 °C

6.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / 60 °C

7.1: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol / 1 h / 150 °C / Microwave synthesizer

8.1: ozone / dichloromethane; methanol / 0.5 h / -78 °C

8.2: 0.17 h / 0 °C

9.1: di-isopropyl azodicarboxylate / tetrahydrofuran / 6 h / 20 °C

10.1: water; ammonium cerium (IV) nitrate / acetonitrile / 0.25 h

11.1: copper(l) iodide; N,N`-dimethylethylenediamine / 1,4-dioxane / 2 h / 150 °C / Microwave synthesizer

With copper(l) iodide; ammonium cerium (IV) nitrate; di-isopropyl azodicarboxylate; potassium tert-butylate; ammonia; water; hydrogen bromide; caesium carbonate; ozone; acetic acid; N,N`-dimethylethylenediamine; trichlorophosphate; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 38496-18-3
2,6-dichloropyridine-3-carboxylic acid

: 1384262-40-1
2-((3-fluorophenoxy)methyl)-6-(4-fluorophenyl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one

Guidance literature:: Multi-step reaction with 13 steps

1.1: potassium tert-butylate / 48 h / 80 °C

1.2: pH 1

2.1: thionyl chloride / 5 h / 80 °C / Industry scale

3.1: 1 h / 20 °C / Industry scale

4.1: 2,6-di-tert-butyl-4-methyl-phenol; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

5.1: ammonia / methanol / 24 h / 100 °C / Sealed vessel

6.1: hydrogen bromide; acetic acid / 16 h / 60 °C

7.1: trichlorophosphate / 8 h / 100 °C

8.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / 60 °C

9.1: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol / 1 h / 150 °C / Microwave synthesizer

10.1: ozone / dichloromethane; methanol / 0.5 h / -78 °C

10.2: 0.17 h / 0 °C

11.1: di-isopropyl azodicarboxylate / tetrahydrofuran / 6 h / 20 °C

12.1: water; ammonium cerium (IV) nitrate / acetonitrile / 0.25 h

13.1: copper(l) iodide; N,N`-dimethylethylenediamine / 1,4-dioxane / 2 h / 150 °C / Microwave synthesizer

With copper(l) iodide; thionyl chloride; ammonium cerium (IV) nitrate; di-isopropyl azodicarboxylate; potassium tert-butylate; ammonia; water; hydrogen bromide; caesium carbonate; ozone; acetic acid; N,N`-dimethylethylenediamine; trichlorophosphate; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;